Lot numbers can be found on the outside label of a product:
Ethyl 6-bromo-4-chloroquinoline-3-carboxylate
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CAS No. 206257-39-8
- Cat. No. CS-M1122
- Purity≥96%
- MDL No.MFCD00173367
*For research and further manufacturing use only, not for direct human use.
Structure of 206257-39-8
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General Information
- CAS No. 206257-39-8
- Cat. No. CS-M1122
- Purity ≥96%
- MDL No. MFCD00173367
- Storage -20°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₉BrClNO₂
- Molecular Weight 314.56
- Synonym(s) UKRORGSYN-BB BBV-080772
- SMILES O=C(OCC)C1=C(Cl)C2=CC(Br)=CC=C2N=C1
Description
Ethyl 6-bromo-4-chloroquinoline-3-carboxylate features a fused quinoline core with complementary halogen handles at the 6-bromo and 4-chloro positions, enabling selective cross-coupling reactions. This bench-stable derivative integrates readily into diverse synthetic sequences requiring dual electrophilic sites, particularly in medicinal chemistry and materials science applications where precise functionalization is critical.
Application
Ethyl 6-bromo-4-chloroquinoline-3-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen functionality. The 6-bromo and 4-chloro substituents facilitate sequential functionalization, while the ester group supports further transformations. This compound exhibits excellent bench stability and is readily purified by standard chromatographic methods, making it well-suited for medicinal chemistry and process development workflows.
Synthesis
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Route1
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In-stock
122794-99-4 - ~96%
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In-stock
206257-39-8
References
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ELI LILLY AND COMPANY Patent: US2012/184577 A1, 2012 ; Location in patent: Page/Page column 2; 3 ;
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Route2
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101937-44-4 - ~51%
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In-stock
206257-39-8
References
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ClanoTech AB Patent: WO2009/63070 A2, 2009 ; Location in patent: Page/Page column 13-14 ;
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Route3
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In-stock
79607-23-1 - ~98%
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In-stock
206257-39-8
References
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Lopez Rivilli, Marisa J.; Moyano, Elizabeth L.; Yranzo, Gloria I. Tetrahedron Letters, 2010 , vol. 51, # 3 p. 478 - 481
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H319
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 39.19
- LogP 3.8274
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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